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1022-31-7 | Benzenebutanoic acid, α-amino-2-(formylamino)-γ-oxo-
CAS No: 1022-31-7 Catalog No: AG0006W6 MDL No:
Product Description
Catalog Number:
AG0006W6
Chemical Name:
Benzenebutanoic acid, α-amino-2-(formylamino)-γ-oxo-
CAS Number:
1022-31-7
Molecular Formula:
C11H12N2O4
Molecular Weight:
236.2240
IUPAC Name:
2-amino-4-(2-formamidophenyl)-4-oxobutanoic acid
InChI:
InChI=1S/C11H12N2O4/c12-8(11(16)17)5-10(15)7-3-1-2-4-9(7)13-6-14/h1-4,6,8H,5,12H2,(H,13,14)(H,16,17)
InChI Key:
BYHJHXPTQMMKCA-UHFFFAOYSA-N
SMILES:
O=CNc1ccccc1C(=O)CC(C(=O)O)N
NSC Number:
334199
Properties
Complexity:
306
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
236.08g/mol
Formal Charge:
0
Heavy Atom Count:
17
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
236.227g/mol
Monoisotopic Mass:
236.08g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
110A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.3
Literature
| Title | Journal |
|---|---|
| Targeted oxidation of Torpedo californica acetylcholinesterase by singlet oxygen: identification of N-formylkynurenine tryptophan derivatives within the active-site gorge of its complex with the photosensitizer methylene blue. | The Biochemical journal 20121115 |
| Biochemical identification and crystal structure of kynurenine formamidase from Drosophila melanogaster. | The Biochemical journal 20120901 |
| The impact of photo-induced molecular changes of dairy proteins on their ACE-inhibitory peptides and activity. | Amino acids 20120801 |
| The mechanism of substrate inhibition in human indoleamine 2,3-dioxygenase. | Journal of the American Chemical Society 20120215 |
| Complete reaction mechanism of indoleamine 2,3-dioxygenase as revealed by QM/MM simulations. | The journal of physical chemistry. B 20120202 |
| Serum levels of advanced glycation endproducts and other markers of protein damage in early diabetic nephropathy in type 1 diabetes. | PloS one 20120101 |
| Light-induced oxidative stress, N-formylkynurenine, and oxygenic photosynthesis. | PloS one 20120101 |
| The mechanism of formation of N-formylkynurenine by heme dioxygenases. | Journal of the American Chemical Society 20111012 |
| Mass spectrometric characterization of peptides containing different oxidized tryptophan residues. | Journal of mass spectrometry : JMS 20111001 |
| N-formylkynurenine as a marker of high light stress in photosynthesis. | The Journal of biological chemistry 20110624 |
| Structure and reaction mechanism in the heme dioxygenases. | Biochemistry 20110412 |
| Synthesis of peptides containing 5-hydroxytryptophan, oxindolylalanine, N-formylkynurenine and kynurenine. | Journal of peptide science : an official publication of the European Peptide Society 20110401 |
| Immunological detection of N-formylkynurenine in porphyrin-mediated photooxided lens α-crystallin. | Photochemistry and photobiology 20110101 |
| Protein oxidative changes in whole and skim milk after ultraviolet or fluorescent light exposure. | Journal of dairy science 20101101 |
| Modulation of advanced glycation endproduct synthesis by kynurenines in human lens proteins. | Biochimica et biophysica acta 20100401 |
| Partial colocalization of oxidized, N-formylkynurenine-containing proteins in mitochondria and Golgi of keratinocytes. | Photochemistry and photobiology 20100101 |
| Fluorescence and coloration of grey hair. | International journal of cosmetic science 20091001 |
| Singlet-oxygen-mediated amino acid and protein oxidation: formation of tryptophan peroxides and decomposition products. | Free radical biology & medicine 20090701 |
| Immunological detection of N-formylkynurenine in oxidized proteins. | Free radical biology & medicine 20090501 |
| Acid-induced change in ozone-reactive site in indole ring of tryptophan. | Biochemical and biophysical research communications 20090313 |
| Tryptophan oxidation by singlet molecular oxygen [O2(1Deltag)]: mechanistic studies using 18O-labeled hydroperoxides, mass spectrometry, and light emission measurements. | Chemical research in toxicology 20080601 |
| Tumor immune escape mediated by indoleamine 2,3-dioxygenase. | Immunology letters 20070815 |
| Detection of kynurenine modifications in proteins using a monoclonal antibody. | Journal of immunological methods 20070731 |
| Biochemical mechanisms leading to tryptophan 2,3-dioxygenase activation. | Archives of insect biochemistry and physiology 20070201 |
| Comparative profiling of the mammalian mitochondrial proteome: multiple aconitase-2 isoforms including N-formylkynurenine modifications as part of a protein biomarker signature for reactive oxidative species. | Journal of proteome research 20060301 |
| Protein oxidation in plant mitochondria detected as oxidized tryptophan. | Free radical biology & medicine 20060201 |
| Inhibition of indoleamine 2,3-dioxygenase, an immunoregulatory target of the cancer suppression gene Bin1, potentiates cancer chemotherapy. | Nature medicine 20050301 |
| Formation of truncated proteins and high-molecular-mass aggregates upon soft illumination of photosynthetic proteins. | Journal of proteome research 20050101 |
| The damaging effect of UV-C irradiation on lens alpha-crystallin. | Molecular vision 20041102 |
| Aerobic tryptophan degradation pathway in bacteria: novel kynurenine formamidase. | FEMS microbiology letters 20031024 |
| Formation of N-formylkynurenine suggests the involvement of apolipoprotein B-100 centered tryptophan radicals in the initiation of LDL lipid peroxidation. | FEBS letters 19960701 |
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